JP2006188007A - Mold release agent composition for plastic mold and parts using the same - Google Patents
Mold release agent composition for plastic mold and parts using the same Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B28—WORKING CEMENT, CLAY, OR STONE
- B28B—SHAPING CLAY OR OTHER CERAMIC COMPOSITIONS; SHAPING SLAG; SHAPING MIXTURES CONTAINING CEMENTITIOUS MATERIAL, e.g. PLASTER
- B28B7/00—Moulds; Cores; Mandrels
- B28B7/38—Treating surfaces of moulds, cores, or mandrels to prevent sticking
- B28B7/384—Treating agents
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/042—Alcohols; Ethers; Aldehydes; Ketones
- C10M2211/0425—Alcohols; Ethers; Aldehydes; Ketones used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/36—Release agents or mold release agents
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- Oil, Petroleum & Natural Gas (AREA)
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- Manufacturing & Machinery (AREA)
- Ceramic Engineering (AREA)
- Mechanical Engineering (AREA)
- Moulds For Moulding Plastics Or The Like (AREA)
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Abstract
【課題】 低毒性、不燃性であり、更に従来よりも化学的に安定であり、離型性の持久力に十分な耐久性を備えた、新規の非引火性プラスチックモールド用離型剤組成物を提供する。
【解決手段】 （ａ）ハイドロフルオロエーテル（ｂ）フッ素オイル（ｃ）フッ素系界面活性剤を必須成分として含み，前記（ａ）成分を５０ｗｔ％以上含ませる。
【選択図】 なしPROBLEM TO BE SOLVED: To provide a new release agent composition for a non-flammable plastic mold which has low toxicity, nonflammability, is more chemically stable than conventional ones, and has sufficient durability for releasability. I will provide a.
SOLUTION: (a) Hydrofluoroether (b) Fluorine oil (c) Fluorosurfactant is contained as an essential component, and (a) component is contained in an amount of 50 wt% or more.
[Selection figure] None
Description
本発明は、地球環境の負荷を低減できる組成物に関するものであり、地球温暖化係数が低く、低毒性、不燃性、かつ化学的安定性な離型剤組成物に関する。 The present invention relates to a composition that can reduce the burden on the global environment, and relates to a release agent composition having a low global warming potential, low toxicity, nonflammability, and chemical stability.
プラスチックモールド用離型剤は、安価なシリコーン系離型剤と、高価ではあるが２次加工性の良いフッ素系離型剤に分類される。このうち後者のフッ素系離型剤は、使用量が少なくてすむこと、型汚れが少ないこと、成形品への移行が少ないことなどの理由により、現在プラスチックモールド用離型剤の主流になっている。 Mold release agents for plastic molds are classified into inexpensive silicone release agents and fluorine release agents that are expensive but have good secondary processability. Of these, the latter fluorinated mold release agent has become the mainstream of mold release agents for plastic molds due to the fact that the amount used is small, mold contamination is small, and there is little shift to molded products. Yes.
これらのフッ素系離型剤の有効成分は、フッ素オイル、フッ素樹脂、フッ素系界面活性剤等より構成される場合が多く、必要に応じてシリコーンオイルやバインダー樹脂等を添加し、パーフルオロカーボン（以下ＰＦＣと略記）に希釈したものである。これらのＰＦＣは、主成分の有機フッ素化合物に対して適度の溶解性を有している上、揮発させるために適当な沸点を有している。さらに人体に対する毒性も低く、不燃性であるため、溶媒として重用されていた（例えば、特許文献１を参照。）。
近年の環境問題の中で、地球温暖化が深刻になってきている。その防止の１手段として、ＣＯ２排出量の抑制を目的とした京都議定書の施行が具体化してきた。先に記載したフッ素系離型剤に使用しているＰＦＣは温暖化係数が高く、削減していかなければならない対象物質となっている。また、プラスチックのモールド品の形状が複雑化及び大型化しており、より一層の離型剤の性能向上が必要となり、特に離型性の向上が望まれている。 Among recent environmental problems, global warming has become serious. As a means to prevent this, the implementation of the Kyoto Protocol for the purpose of reducing CO 2 emissions has become concrete. PFC used in the above-mentioned fluorine-based mold release agent has a high global warming potential and is a target substance that must be reduced. In addition, the shape of plastic molded products is becoming more complicated and larger, and it is necessary to further improve the performance of the release agent, and in particular, improvement in releasability is desired.
ＰＦＣの代替溶剤として、温暖化係数が低く、かつ、低毒性、不燃性であり、フッ素オイル及びフッ素系界面活性剤と相溶し、かつ化学的安定性な離型剤組成物を提供することにある。 To provide a release agent composition having a low global warming potential, low toxicity and nonflammability, compatible with fluorine oil and fluorine-based surfactant, and chemically stable as an alternative solvent for PFC It is in.
また、この新規離型剤組成物を用いてモールド加工した部品を提供することにある。 Another object of the present invention is to provide a molded part using the novel release agent composition.
本発明者らは、前述した離型力の持続性という欠点を改善すべく鋭意検討を重ねた結果、プラスチックモールド用離型剤組成物の有効主成分中でも、フッ素系界面活性剤が大きなキーマテリアルになっていることを見出し、本発明に到達した。 As a result of intensive studies to improve the above-described drawback of durability of the release force, the present inventors have found that a key material is a large fluorine-based surfactant among the effective main components of the release agent composition for plastic molds. As a result, the present invention has been reached.
すなわち、離型力の持続性の高い非引火性プラスチックモールド用離型剤組成物を得るためには、フッ素オイルの凝集破壊による離型のほかに、フッ素系界面活性剤による界面剥離による離型が必須条件となることを見出したのである。 That is, in order to obtain a release agent composition for non-flammable plastic molds with high release force, in addition to release by cohesive failure of fluorine oil, release by interfacial peeling using a fluorosurfactant Has become a necessary condition.
本発明の要旨とするところは、
（１）（ａ）ハイドロフルオロエーテル（ｂ）フッ素オイル（ｃ）フッ素系界面活性剤を必須成分として含み，前記（ａ）成分を５０ｗｔ％以上含ませることにより非引火性を付与したことを特徴とする非引火性プラスチックモールド用離型剤組成物、
（２）前記（ｂ）成分と（ｃ）成分の合計が組成物全体に対して０．１０［ｗｔ％］以上１０．０［ｗｔ％］以下であることを特徴とする、前記（１）に記載の非引火性プラスチックモールド用離型剤組成物、
（３）前記（ａ）成分の沸点が、２０［℃］以上１１０［℃］未満であり、かつ引火点を持たないことを特徴とする前記（１）又は（２）に記載の非引火性プラスチックモールド用離型剤組成物、
（４）前記（ａ）成分の分子式が、
成分の分子式が
Ｃ４Ｆ９ＯＣＨ３またはＣ４Ｆ９ＯＣ２Ｈ５またはＣＨＦ２ＣＦ２ＯＣＨ２ＣＦ３
で表される、前記（１）乃至（３）のいずれか１項に記載の非引火性プラスチックモールド用離型剤組成物、
（５）前記（ｂ）成分のフッ素オイルの１５０℃における蒸気圧が、６６７〔Ｐａ〕未満であることを特徴とする、前記（１）乃至（４）のいずれか１項記載の非引火性プラスチックモールド用離型剤組成物、
（６）前記（ｂ）成分のフッ素オイルの表面張力が、２５［℃］において、３．２＊１０−２［Ｎ／ｍ］未満であることを特徴とする、前記（１）乃至（５）のいずれか１項に記載の非引火性プラスチックモールド用離型剤組成物、
（７）前記（ｂ）成分のフッ素オイルが次の分子式で表される化合物のいずれか１種またはそれらの混合物であることを特徴とする、前記（１）乃至（６）のいずれか１項に記載の非引火性プラスチックモールド用離型剤組成物、
Ｘ−（ＣＦ２ＣＦＣｌ）ｎ−Ｘ（２≦ｎ≦１０、ｎは整数；Ｘ＝Ｃｌ又はＦ）
Ｙ−（Ｃ３Ｆ６Ｏ）ｍ−Ｙ（１０≦ｍ≦５０、ｍは整数；Ｙ＝Ｆ又は、パーフルオロアルキル基）
ＣＦ３Ｏ−［（Ｃ３Ｆ６Ｏ）ｌ−（ＣＦ２Ｏ）Ｋ］−ＣＦ３（１０≦ｌ＋Ｋ≦５０ ｌ、Ｋは整数）
ＣＦ３Ｏ−［（Ｃ２Ｆ４Ｏ）ｌ−（ＣＦ２Ｏ）Ｋ］−ＣＦ３（１０≦ｌ＋Ｋ≦５０ ｌ、Ｋは整数）
（８）前記（Ｃ）成分のフッ素系界面活性剤を水溶液系に添加した際の表面張力値が、２．００×１０−２〔Ｎ／ｍ〕以下になることを特徴とする、前記（１）乃至（７）のいずれか１項に記載の非引火性プラスチックモールド用離型剤組成物、
（９）前記（Ｃ）成分のフッ素界面活性剤がフッ素リン酸エステルであることを特徴とする、前記（１）乃至（８）のいずれか１項に記載の非引火性プラスチックモールド用離型剤組成物、
（１０）前記（１）乃至（９）のいずれか１項に記載の非引火性プラスチックモールド用離型剤組成物を用いてモールド加工を行なって得られた部品。
The gist of the present invention is that
(1) (a) Hydrofluoroether (b) Fluorine oil (c) Fluorine-based surfactant is included as an essential component, and non-flammability is imparted by including 50 wt% or more of the component (a). A release agent composition for non-flammable plastic molds,
(2) The total of the component (b) and the component (c) is 0.10 [wt%] or more and 10.0 [wt%] or less with respect to the entire composition, (1) A release agent composition for non-flammable plastic molds,
(3) The non-flammability according to the above (1) or (2), wherein the boiling point of the component (a) is 20 [° C.] or more and less than 110 [° C.] and has no flash point. Release agent composition for plastic mold,
(4) The molecular formula of the component (a) is
The molecular formula of the component is C 4 F 9 OCH 3 or C 4 F 9 OC 2 H 5 or CHF 2 CF 2 OCH 2 CF 3
The release agent composition for non-flammable plastic molds according to any one of (1) to (3),
(5) The non-flammable property according to any one of (1) to (4), wherein the fluorine oil of component (b) has a vapor pressure at 150 ° C. of less than 667 [Pa]. Release agent composition for plastic mold,
(6) The surface tension of the fluorine oil as the component (b) is less than 3.2 * 10 −2 [N / m] at 25 [° C.]. ), A release agent composition for non-flammable plastic molds,
(7) Any one of the above (1) to (6), wherein the fluorine oil as the component (b) is any one of the compounds represented by the following molecular formulas or a mixture thereof: A release agent composition for non-flammable plastic molds,
X— (CF 2 CFCl) n —X (2 ≦ n ≦ 10, n is an integer; X = Cl or F)
Y— (C 3 F 6 O) m —Y (10 ≦ m ≦ 50, m is an integer; Y = F or a perfluoroalkyl group)
CF 3 O - [(C 3 F 6 O) l - (CF 2 O) K] -CF 3 (10 ≦ l + K ≦ 50 l, K is an integer)
CF 3 O - [(C 2 F 4 O) l - (CF 2 O) K] -CF 3 (10 ≦ l + K ≦ 50 l, K is an integer)
(8) The surface tension value when the fluorosurfactant of the component (C) is added to the aqueous solution system is 2.00 × 10 −2 [N / m] or less, 1) A release agent composition for non-flammable plastic molds according to any one of (7),
(9) The mold release for non-flammable plastic molds according to any one of (1) to (8), wherein the fluorine surfactant of the component (C) is a fluorophosphate ester Agent composition,
(10) A part obtained by molding using the mold release agent composition for non-flammable plastic molds according to any one of (1) to (9).
本発明により、十分な離型力の持続性があり、かつ、ＰＦＣ等の有機フッ素系溶剤を用いることなく、非引火性で安全性の高いプラスチックモールド用離型剤組成物が得られ，かつ、この離型剤を用いてモールド加工することにより、プラスチック部品を製造する際の不良率を低減することができる。 According to the present invention, a mold release agent composition for a plastic mold that has sufficient sustainability of mold release force and is non-flammable and safe without using an organic fluorine-based solvent such as PFC, and By performing mold processing using this release agent, it is possible to reduce the defect rate when manufacturing plastic parts.
本発明の離型剤組成物は、地球温暖化係数の低い溶媒を使用し、かつ、フッ素系界面活性剤の添加することにより、低毒性、不燃性であり、更に従来よりも化学的に安定である。そのため、離型性の持久力に十分な耐久性を備えた、新規の非引火性プラスチックモールド用離型剤組成物を提供することが出来る。 The release agent composition of the present invention uses a solvent with a low global warming potential, and has a low toxicity and nonflammability when added with a fluorosurfactant, and is chemically more stable than before. It is. Therefore, it is possible to provide a novel release agent composition for non-flammable plastic molds that has sufficient durability for endurance of releasability.
また、耐久性のある新規離型剤を用いて成形した部品は、張り付きや離型剤塗布直後の離型剤残りが減少するため、不良率の低減に寄与できる。 In addition, parts molded using a new durable release agent can contribute to a reduction in the defective rate because the release agent remaining immediately after sticking or application of the release agent is reduced.
以下に好ましい実施態様を挙げて本発明を詳細に説明する。 The present invention is described in detail below with reference to preferred embodiments.
本発明に用いる（ａ）成分のハイドロフルオロエーテルは、引火点を有さず、かつ地球温暖化係数の低い化合物であれば、各種のハイドロフルオロエーテルを用いることができるが、より好ましくは、化合物の沸点が２０［℃］以上１２０［℃］未満であるものが、乾燥性，及び引火性の焼失という点より好ましい。更に詳しくは、その分子式が、
Ｃ４Ｆ９ＯＣＨ３またはＣ４Ｆ９ＯＣ２Ｈ５またはＣＨＦ２ＣＦ２ＯＣＨ２ＣＦ３で表される化合物として、
ＨＦＥ７１００ 住友スリーエム製
ＨＦＥ７２００ 住友スリーエム製
ＡＥ３０００ 旭硝子製
等が挙げられるがこれらに限定されるわけではない。
As the hydrofluoroether of component (a) used in the present invention, various hydrofluoroethers can be used as long as they have no flash point and have a low global warming potential. Those having a boiling point of 20 [° C.] or more and less than 120 [° C.] are preferred from the viewpoints of drying and flammability. More specifically, the molecular formula is
As a compound represented by C 4 F 9 OCH 3 or C 4 F 9 OC 2 H 5 or CHF 2 CF 2 OCH 2 CF 3 ,
HFE7100 manufactured by Sumitomo 3M HFE7200 manufactured by Sumitomo 3M AE3000 Asahi Glass and the like are not limited thereto.
本発明のプラスチックモールド用離型剤組成物では、前記ハイドロフルオロエーテルを、組成物の５０［ｗｔ％］以上含有させる。これ以下の含有量では、ハイドロフルオロエーテルの特徴である非引火性、ケミカルアタックの低さが、他の成分の影響により現出しなくなり、その結果引火性の組成物になってしまったり、成形品や金型にダメージを与えてしまう。 In the release agent composition for plastic molds of the present invention, the hydrofluoroether is contained in an amount of 50 [wt%] or more of the composition. If the content is less than this, the non-flammability and low chemical attack characteristic of hydrofluoroethers will not appear due to the influence of other components, resulting in a flammable composition or molded product. Or damage the mold.
また、本発明で用いる（ｂ）成分のフッ素オイルは，まず離型性を確保するために表面張力が低いことが好ましく、フッ素オイルの表面張力が２５［℃］において，３．２×１０−２［Ｎ／ｍ］未満であることが、特に好ましい。これ以上の高い表面張力を有するオイルでは、離型性が悪くなるので離型剤組成物としては好ましくない。また、高温の型の中でも安定的に離型性を維持するためには、適度に蒸気圧が低く、揮発しにくいオイルであることが好ましい。より詳しくは、１５０℃における蒸気圧が６６７［Ｐａ］未満であるオイルが好適に用いられる。これらの特性を満たすフッ素オイルをその構造からみると、
Ｘ−（ＣＦ２ＣＦＣｌ）ｎ−Ｘ（２≦ｎ≦１０、ｎは整数；Ｘ＝Ｃｌ又はＦ）
で表されるクロロトリフルオロエチレンオリゴマー誘導体や、
Ｙ−（Ｃ３Ｆ６Ｏ）ｍ−Ｙ（１０≦ｍ≦５０、ｍは整数；Ｙ＝Ｆ又は、パーフルオロアルキル基）
で表されるヘキサフルオロプロペンオキシド（以下ＨＦＰＯと略記）オリゴマー誘導体や、
直鎖状パーフルオロポリエーテル油や、
ＣＦ３Ｏ−［（Ｃ３Ｆ６Ｏ）ｌ−（ＣＦ２Ｏ）Ｋ］−ＣＦ３（１０≦ｌ＋Ｋ≦５０ ｌ、Ｋは整数）
ＣＦ３Ｏ−［（Ｃ２Ｆ４Ｏ）ｌ−（ＣＦ２Ｏ）Ｋ］−ＣＦ３（１０≦ｌ＋Ｋ≦５０ ｌ、Ｋは整数）
で表されるヘキサフルオロプロペン（以下ＨＦＰと略記）や、テトラフルオロエチレン（以下ＴＦＥと略記）を光酸化重合した化合物等を用いることができる。
The fluorine oil of component (b) used in the present invention preferably has a low surface tension in order to ensure releasability. When the surface tension of the fluorine oil is 25 [° C.], 3.2 × 10 − 2 [N / m] is particularly preferable. An oil having a higher surface tension than this is not preferable as a release agent composition because the releasability deteriorates. Further, in order to stably maintain releasability even in a high-temperature mold, it is preferable that the oil has a moderately low vapor pressure and hardly volatilizes. More specifically, oil having a vapor pressure at 150 ° C. of less than 667 [Pa] is preferably used. From the structure of fluorine oil that satisfies these characteristics,
X— (CF 2 CFCl) n —X (2 ≦ n ≦ 10, n is an integer; X = Cl or F)
A chlorotrifluoroethylene oligomer derivative represented by
Y— (C 3 F 6 O) m —Y (10 ≦ m ≦ 50, m is an integer; Y = F or a perfluoroalkyl group)
A hexafluoropropene oxide (hereinafter abbreviated as HFPO) oligomer derivative represented by:
Linear perfluoropolyether oil,
CF 3 O - [(C 3 F 6 O) l - (CF 2 O) K] -CF 3 (10 ≦ l + K ≦ 50 l, K is an integer)
CF 3 O - [(C 2 F 4 O) l - (CF 2 O) K] -CF 3 (10 ≦ l + K ≦ 50 l, K is an integer)
Or a compound obtained by photo-oxidation polymerization of tetrafluoroethylene (hereinafter abbreviated as TFE) or the like can be used.
更に具体的には、
ダイフロイル＃２０ ダイキン工業（製）
デムナムＳ−２０ ダイキン工業（製）
ＢＡＲＲＩＥＲＴＡ Ｊ６０ ＮＯＫクリューバー（製）
ＦＯＭＢＬＩＮ Ｙ０６ モンテカチーニ（製）
ＦＯＭＢＬＩＮ Ｍ０３ モンテカチーニ（製）
ＦＯＭＢＬＩＮ ＺＯ３ モンテカチーニ（製）
ＫＲＹＴＯＸ デュポン（製）
等の市販のフッ素オイルが好適に用いられるが、これらに限定されるものではない。
More specifically,
Daifloil # 20 Daikin Industries (made)
Demnam S-20 Daikin Industries (made)
Barrierta J60 NOK Cleaver (made)
FOMBLIN Y06 Montecatini (made)
FOMBLIN M03 Montecatini (made)
FOMBLIN ZO3 Montecatini (made)
KRYTOX DuPont (made)
Commercially available fluorine oils such as are preferably used, but are not limited thereto.
更に本発明の特徴になる（ｃ）成分のフッ素界面活性剤においても、離型性を確保するためにその表面張力が低いことが好ましく、フッ素界面活性剤を水溶液系に添加した際の水の表面張力が２．００×１０−２［Ｎ／ｍ］以下であるものが好ましい。これより表面張力の大きいものでは、離型性が悪く、離型剤組成物として使用しにくくなる。フッ素界面活性剤の構造的には、前記の条件を満たしていれば、アニオン系、カチオン系、ノニオン系、両性いずれのタイプでも好適に使用することができるが、より好適にはフッ素燐酸エステル系のものが用いられる。一般式としては例えば、
（ＲｆＲ２Ｏ）ｊＰＯ（ＯＲ１）Ｋ（ＯＨ）ｌ（ＯＭ）ｔ
（式中Ｒｆは、炭素数４−２０のフルオロアルキル基又はフルオロアルケニル基、Ｍはアルカリ金属原子、アンモニウム基又は置換アンモニウム基、Ｒ１は、炭素数１−５のアルキル基、Ｒ２は、基−ＣＨ２ＣＨ（ＯＲ３）ＣＨ２−、ただしＲ３は、水素原子又は炭素数１−１０のアルキル基、ｊは、１，２又は３、ｌは、２，１又は０、かつ（３−ｊ）よりも小さいか又はこれに等しい数、ｋは、２，１又は０、かつ３−（ｊ＋ｌ）よりも小さいか又はこれに等しい数、ｔは、３−（ｊ＋ｌ＋ｋ）で表されるリン酸エステル又はその塩、等が挙げられるがこれらに限定されるわけではない。
Furthermore, the fluorine surfactant of component (c), which is a feature of the present invention, also preferably has a low surface tension in order to ensure releasability, and water when the fluorine surfactant is added to the aqueous solution system. The surface tension is preferably 2.00 × 10 −2 [N / m] or less. When the surface tension is greater than this, the releasability is poor and it is difficult to use as a release agent composition. In terms of the structure of the fluorosurfactant, any of anionic, cationic, nonionic, and amphoteric types can be suitably used as long as the above conditions are satisfied. Is used. As a general formula, for example,
(RfR 2 O) j PO (OR 1 ) K (OH) l (OM) t
(Wherein Rf is a fluoroalkyl group or fluoroalkenyl group having 4 to 20 carbon atoms, M is an alkali metal atom, ammonium group or substituted ammonium group, R 1 is an alkyl group having 1 to 5 carbon atoms, and R 2 is A group —CH 2 CH (OR 3 ) CH 2 —, wherein R 3 is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, j is 1, 2 or 3, l is 2, 1 or 0, and ( A number smaller than or equal to 3-j), k is 2, 1 or 0, and a number smaller than or equal to 3- (j + l), t is represented by 3- (j + l + k) However, it is not limited to these.
更に具体的には、
最低表面張力 イオン性
１０−２［Ｎ／ｍ］
Ｆｌｕｏｒａｄ ＦＣ−１３５ 住友スリーエム製 １．７０ カチオン
ＦＣ−１２９ １．７０ アニオン
ＥＦＴＯＰ ＥＦ−１２３Ａ 三菱金属製 １．１５ アニオン
ＥＦ−１２３Ｂ １．５４ アニオン
ＭＥＧＡＧＡＣ Ｆ−１９１ 大日本インキ化学製 １．３４ アニオン
Ｆ−１７７ ２．００ ノニオン
ＳＵＲＦＬＯＮ Ｓ−１２１ 旭硝子製 １．６２ カチオン
Ｓ−１４５ １．７０ ノニオン
ＵＮＩＤＹＮＥ ＤＳ−３０１ ダイキン工業製 １．８５ 両性
ＤＳ−４０１ １．７４ ノニオン
等の市販のフッ素系界面活性剤が好適に用いられるが、これらに限定されるわけではない。
More specifically,
Minimum surface tension Ionicity
10-2 [N / m]
Fluorad FC-135 manufactured by Sumitomo 3M 1.70 cations
FC-129 1.70 anion EFTOP EF-123A Mitsubishi Metal 1.15 anion
EF-123B 1.54 Anion MEGAGAC F-191 Dainippon Ink & Chemicals 1.34 Anion
F-177 2.00 Nonion SURFLON S-121 Asahi Glass 1.62 Cation
S-145 1.70 Nonion UNIDYNE DS-301 Made by Daikin Industries 1.85 Amphoteric
A commercially available fluorosurfactant such as DS-401 1.74 nonion is preferably used, but is not limited thereto.
離型剤組成物中の有効固形分に相当する（ｂ）フッ素オイル成分と（ｃ）フッ素系界面活性剤の合計の含有量は、これが多すぎると、離型性及びその持続性は良好なものの、成形品表面に離型剤組成物が付着し初期不良成形品の数が増えてしまう。また、反対に少なすぎると、十分な離型性を示さなくなる。以上の観点より、本発明の離型剤組成物中のフッ素オイルとフッ素系界面活性剤の合計の含有量は、０．１０〔ｗｔ％〕以上１０．０〔ｗｔ％〕以下の範囲が好適に用いられる。 If the total content of (b) fluorine oil component and (c) fluorine-based surfactant corresponding to the effective solid content in the release agent composition is too much, the release property and its sustainability are good. However, the release agent composition adheres to the surface of the molded product and the number of initial defective molded products increases. On the other hand, if the amount is too small, sufficient releasability is not exhibited. From the above viewpoint, the total content of the fluoro oil and the fluorosurfactant in the release agent composition of the present invention is preferably in the range of 0.10 [wt%] to 10.0 [wt%]. Used for.
本発明はの非引火性プラスチックモールド用離型剤組成物には、前述した（ａ）（ｂ）（ｃ）の３種類の必須成分の他に、各種の添加剤や助溶剤を使用することも、組成物全体として引火性を持たない限り可能である。 In addition to the three essential components (a), (b), and (c) described above, various additives and cosolvents are used in the release agent composition for non-flammable plastic molds of the present invention. Is possible as long as the composition as a whole is not flammable.
一般に、（ａ）ハイドロフルオロエーテルの各種溶媒、材料への相溶性は低いため、特に（ｃ）フッ素系界面活性剤を均一に溶解するためには、しばしばハイドロフルオロカーボン（以下ＨＦＸと略記）やフッ素アルコール等の相溶化溶媒を使用する場合が多い。また、（ｃ）フッ素系界面活性剤が一般の有機溶媒に希釈されている場合にも、相溶化溶媒は用いられることがある。 In general, (a) hydrofluoroethers have low compatibility with various solvents and materials, and in particular, (c) hydrofluorocarbons (hereinafter abbreviated as HFX) and fluorine are often used in order to uniformly dissolve fluorosurfactants. In many cases, a compatibilizing solvent such as alcohol is used. Further, the compatibilizing solvent may be used even when (c) the fluorosurfactant is diluted in a general organic solvent.
上述してきた、本発明の非引火性プラスチックモールド用離型剤組成物は、浸漬、筆塗り、スプレーコート等の如何なる処理方法でも同一の効果を発揮する。 The release agent composition for non-flammable plastic molds of the present invention described above exhibits the same effect by any treatment method such as dipping, brush coating, spray coating and the like.
本発明の耐久性のある新規離型剤を用いてモールド加工することにより、成形の際の張り付きや離型剤塗布直後の離型剤残りが減少するため、これらの製品を製造する際の不良率を低減することができる。例えば、プラスチックレンズ、インクジェット部品等を成形する際にも有効である。なお、先のモールド部品に限定するものではない。 By molding using the durable new mold release agent of the present invention, the sticking at the time of molding and the mold release agent remaining immediately after the application of the mold release agent are reduced. The rate can be reduced. For example, it is effective when molding plastic lenses, ink jet parts, and the like. Note that the present invention is not limited to the previous molded part.
以下実施例により本発明をされに具体的に説明するが、本発明はこれらの実施例に依って限定されるものではない。 EXAMPLES Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not limited to these examples.
［実施例１］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＨＦＥ７１００ ９２．００［重量％］住友スリーエム製
・デムナムＳ２０ ０．３０［重量％］ダイキン工業製
・ＭＥＧＡＦＡＣ Ｆ−１９１ ０．２０［重量％］大日本インキ化学製
・トリフルオロエタノール ２．５０［重量％］
・１，３−ビストリフルオロメチルベンゼン ５．００［重量％］
[Example 1]
A mold release agent composition for plastic mold having the following composition was prepared.
・ HFE7100 92.00 [wt%] manufactured by Sumitomo 3M ・ Demnam S20 0.30 [wt%] manufactured by Daikin Industries ・ MEGAFAC F-191 0.20 [wt%] manufactured by Dainippon Ink Chemical ・ Trifluoroethanol 2.50 [ weight%]
・ 1,3-bistrifluoromethylbenzene 5.00 [wt%]
［実施例２］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＨＦＥ７２００ ８０．００［重量％］住友スリーエム製
・ＦＯＭＢＬＩＮ Ｙ０６ ０．３０［重量％］モンテカチーニ製
・Ｆｌｕｏｒａｄ ＦＣ−１３５ ０．２０［重量％］住友スリーエム製
・ＩＰＡ ４．００［重量％］
・１，３−ビストリフルオロメチルベンゼン ５．００［重量％］
[Example 2]
A mold release agent composition for plastic mold having the following composition was prepared.
・ HFE7200 80.00 [wt%] manufactured by Sumitomo 3M ・ FOMBLIN Y06 0.30 [wt%] manufactured by Montecatini ・ Fluorad FC-135 0.20 [wt%] manufactured by Sumitomo 3M ・ IPA 4.00 [wt%]
・ 1,3-bistrifluoromethylbenzene 5.00 [wt%]
［実施例３］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＡＥ３０００ ５０．００［重量％］旭硝子製
・ダイフロイル ＃２０ ０．１５［重量％］ダイキン工業製
・ＵＮＩＤＹＮＥＤ Ｓ−４０１ ０．２０［重量％］ダイキン工業製
・トリフルオロエタノール ２．５０［重量％］
・１，３−ビストリフルオロメチルベンゼン ５．００［重量％］
[Example 3]
A mold release agent composition for plastic mold having the following composition was prepared.
-AE3000 50.00 [wt%] manufactured by Asahi Glass-Daifloil # 20 0.15 [wt%] manufactured by Daikin Industries-UNIDYNED S-401 0.20 [wt%] manufactured by Daikin Industries-trifluoroethanol 2.50 [wt%] ]
・ 1,3-bistrifluoromethylbenzene 5.00 [wt%]
［実施例４］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＨＦＥ７１００ ８５．００［重量％］住友スリーエム製
・ＢＡＲＲＩＥＲＴＡ Ｊ６０ ０．４［重量％］ＮＯＫクリューバー製
・ＥＦＲＯＰ ＥＦ−１２３Ａ ０．３５［重量％］三菱金属製
・ＩＰＡ ４．００［重量％］
・１，３−ビストリフルオロメチルベンゼン ５．００［重量％］
[Example 4]
A mold release agent composition for plastic mold having the following composition was prepared.
-HFE7100 85.00 [wt%] manufactured by Sumitomo 3M-BARRIERTA J60 0.4 [wt%] manufactured by NOK Kluber-EFROP EF-123A 0.35 [wt%] made by Mitsubishi Metals-IPA 4.00 [wt%]
・ 1,3-bistrifluoromethylbenzene 5.00 [wt%]
［比較例１］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＨＦＥ７１００ ９８．００［重量％］住友スリーエム製
・デムナムＳ２０ ２．００［重量％］ダイキン工業製
[Comparative Example 1]
A mold release agent composition for plastic mold having the following composition was prepared.
・ HFE7100 98.00 [wt%] manufactured by Sumitomo 3M ・ Demnam S20 2.00 [wt%] manufactured by Daikin Industries
［比較例２］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＨＦＥ７１００ ７５．００［重量％］住友スリーエム製
・ＨＦＥ７２００ ２４．００［重量％］住友スリーエム製
・ＦＯＭＢＬＩＮ Ｙ０６ １．００［重量％］モンテカチーニ製
[Comparative Example 2]
A mold release agent composition for plastic mold having the following composition was prepared.
・ HFE7100 75.00 [wt%] manufactured by Sumitomo 3M ・ HFE7200 24.00 [wt%] manufactured by Sumitomo 3M ・ FOMBLIN Y06 1.00 [wt%] manufactured by Montecatini
［比較例３］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＡＥ３０００ ３０．００［重量％］旭硝子製
・ダイフロイル ＃２０ ０．１５［重量％］ダイキン工業製
・ＵＮＩＤＹＮＥＤ Ｓ−４０１ ０．２０［重量％］ダイキン工業製
・ＩＰＡ ６２．００［重量％］
・１，３−ビストリフルオロメチルベンゼン ５．００［重量％］
[Comparative Example 3]
A mold release agent composition for plastic mold having the following composition was prepared.
・ AE3000 30.00 [wt%] manufactured by Asahi Glass ・ Daifloil # 20 0.15 [wt%] manufactured by Daikin Industries ・ UNIDYNED S-401 0.20 [wt%] manufactured by Daikin Industries ・ IPA 62.00 [wt%]
・ 1,3-bistrifluoromethylbenzene 5.00 [wt%]
［比較例４］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＡＥ３０００ ８５．００［重量％］旭硝子製
・ＢＡＲＲＩＥＲＴＡ Ｊ６０ ０．０２［重量％］ＮＯＫクリューバー製
・ＭＥＧＡＦＡＣ Ｆ−１９１ ０．０３［重量％］大日本インキ化学製
・ＩＰＡ ５．００［重量％］
・１，３−ビストリフルオロメチルベンゼン ５．００［重量％］
[Comparative Example 4]
A mold release agent composition for plastic mold having the following composition was prepared.
・ AE3000 85.00 [wt%] manufactured by Asahi Glass ・ BARRIERTA J60 0.02 [wt%] manufactured by NOK Cluber ・ MEGAFAC F-191 0.03 [wt%] manufactured by Dainippon Ink and Chemicals ・ IPA 5.00 [wt%] ]
・ 1,3-bistrifluoromethylbenzene 5.00 [wt%]
［比較例５］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＨＦＥ７２００ ８５．００［重量％］住友スリーエム製
・テフロン（登録商標）ＡＦ１６００ １５．００［重量％］デュポン製
[Comparative Example 5]
A mold release agent composition for plastic mold having the following composition was prepared.
-HFE7200 85.00 [wt%] made by Sumitomo 3M-Teflon (registered trademark) AF1600 15.00 [wt%] made by DuPont
［比較例６］
下記組成のプラスチックモールド用離型剤組成物を調整した。
・ＨＦＥ７２００ ６０．００［重量％］住友スリーエム製
・ＦＯＭＢＬＩＮ Ｙ０６ １５．００［重量％］モンテカチーニ製
・ＭＥＧＡＦＡＣ Ｆ−１９１ ０．１０［重量％］大日本インキ化学製
・ＩＰＡ ５．００［重量％］
・１，３−ビストリフルオロメチルベンゼン ２０．００［重量％］
前記のような各種離型剤組成物について下記の評価項目に従って評価した。
[Comparative Example 6]
A mold release agent composition for plastic mold having the following composition was prepared.
・ HFE7200 60.00 [wt%] manufactured by Sumitomo 3M ・ FOMBLIN Y06 15.00 [wt%] manufactured by Montecatini ・ MEGAFAC F-191 0.10 [wt%] manufactured by Dainippon Ink Chemical ・ IPA 5.00 [wt%]
・ 1,3-Bistrifluoromethylbenzene 20.00 [wt%]
The various release agent compositions as described above were evaluated according to the following evaluation items.
（引火性）
タグ密閉式の自動引火点試験機（離合社製ＲＦＴ−１０１型）を使用してＪＩＳ ｋ２２６５に準拠して行なった。引火点を検知しない場合でも、覗窓上部にて試験炎の拡大が確認されたものは、△とした。
(Flammable)
The test was carried out in accordance with JIS k2265 using a tag-sealed automatic flash point tester (RFT-101, manufactured by Koiso Co., Ltd.). Even when the flash point was not detected, the case where the expansion of the test flame was confirmed at the upper part of the viewing window was indicated by Δ.
（耐プラスチック性）
成形加工するプラスチックに対して、溶解、膨潤等の悪影響がないことを確かめるために浸漬テストを行なった。各テストピース（１５×２５×３ｍｍ）を本発明の各離型剤組成物に１時間浸漬し、浸漬後の重量変化率が０．１％未満のものを○、０．１％以上１％未満のものを△、１％以上のものを×とした。各テストピースとしては、
ＰＭＭＡ（アクリル）：ヒタロイド（日立化成工業製）
ＰＣ（ポリカーボネート）：レキサン１２３Ｒ（日本ジーイープラスチック製）
Ｐｓｕ（ポリサルホン）：ユーデルポリサルホン
を用いた。
(Plastic resistance)
An immersion test was conducted to confirm that there was no adverse effect such as dissolution and swelling on the plastic to be molded. Each test piece (15 × 25 × 3 mm) is immersed in each release agent composition of the present invention for 1 hour, and the weight change rate after immersion is less than 0.1%, 0.1% to 1% Those less than Δ were marked with Δ and those with 1% or more were marked with ×. As each test piece,
PMMA (acrylic): Hitaroid (manufactured by Hitachi Chemical)
PC (polycarbonate): Lexan 123R (Nippon GE Plastics)
Psu (polysulfone): Udel polysulfone was used.
（離型性）
離型性を評価するために、本発明の離型剤組成物をＳＰＣＣ鋼板（１５×２５×３ｍｍ）上に塗布した後、十分溶媒を乾燥させた。この鋼板と耐プラスチック性の評価に使ったものと同じＰＣのテストピースをアロンアルファ［東亜合成化学製］にて接着し、その剪断剥離力によって、剥離力の代用物性とした。剪断剥離力が１００［ｇｆ／ｃｍ２］未満のものを○、１００［ｇｆ／ｃｍ２］以上のものを×とした。
(Releasability)
In order to evaluate the releasability, the release agent composition of the present invention was applied on an SPCC steel plate (15 × 25 × 3 mm), and then the solvent was sufficiently dried. This steel plate and the same PC test piece used for evaluation of plastic resistance were bonded by Aron Alpha [manufactured by Toa Gosei Chemical Co., Ltd.], and the shear peeling force was used as a substitute physical property of peeling force. Those having a shear peeling force of less than 100 [gf / cm 2 ] were evaluated as “○” and those having a shear peeling force of 100 [gf / cm 2 ] or more were evaluated as “x”.
（持続性）
離型力の持続性を評価するために、テスト型に離型剤を塗布した後、次に張り付きが生じるまでのショット数の大小にてこれを評価した。成形樹脂としては、Ｐｓｕ，ＰＣを代表として行なった。５０００ショット以上張り付きの生じなかったものを○、５００ショット以上５０００ショット未満のものを△、５００ショット未満のものを×とした。
(Persistence)
In order to evaluate the sustainability of the release force, this was evaluated based on the number of shots until the sticking occurred after the release agent was applied to the test die. As the molding resin, Psu and PC were used as representatives. The case where the sticking did not occur for 5000 shots or more was evaluated as ◯, the case where the shot was 500 shots or more and less than 5000 shots, and the case where the shots were less than 500 shots were rated as x.
（離型剤残り）
成形品への離型剤の付着により、離型剤塗布直後の成形品には離型剤の残留がある。この離型剤残りが５ショット未満で目視上消滅するものを○、５ショット以上２０ショット未満で消滅するものを△、２０ショット以上かかるものを×とした。
(Release release agent remaining)
Due to adhesion of the release agent to the molded product, the release agent remains in the molded product immediately after application of the release agent. The case where the release agent residue disappears visually after less than 5 shots is indicated by ○, the case where the release agent disappears after 5 shots or less and less than 20 shots is indicated by Δ, and the case where 20 or more shots are required is indicated by ×.
得られた結果を表１にまとめた。 The results obtained are summarized in Table 1.
前記表１に示したとおり、本発明の離型剤組成物は、地球温暖化係数の低い溶媒を使用し、かつ、フッ素系界面活性剤の添加することにより、低毒性、不燃性であり、更に従来よりも化学的に安定である。そのため、離型性の持久力に十分な耐久性を備えた、新規の非引火性プラスチックモールド用離型剤組成物を提供することが出来る。 As shown in Table 1 above, the release agent composition of the present invention uses a solvent having a low global warming potential, and has a low toxicity and nonflammability by adding a fluorosurfactant. Furthermore, it is more chemically stable than before. Therefore, it is possible to provide a novel release agent composition for non-flammable plastic molds that has sufficient durability for endurance of releasability.
また、耐久性のある新規離型剤を用いて成形した部品は、張り付きや離型剤塗布直後の離型剤残りが減少するため、不良率の低減に寄与できる。
In addition, parts molded using a new durable release agent can contribute to a reduction in the defective rate because the release agent remaining immediately after sticking or application of the release agent is reduced.
Claims (10)
Ｃ４Ｆ９ＯＣＨ３またはＣ４Ｆ９ＯＣ２Ｈ５またはＣＨＦ２ＣＦ２ＯＣＨ２ＣＦ３
で表される、請求項１乃至３のいずれか１項に記載の非引火性プラスチックモールド用離型剤。 The molecular formula of the component (a) is C 4 F 9 OCH 3 or C 4 F 9 OC 2 H 5 or CHF 2 CF 2 OCH 2 CF 3
The mold release agent for nonflammable plastic molds of any one of Claims 1 thru | or 3 represented by these.
Ｘ−（ＣＦ２ＣＦＣｌ）ｎ−Ｘ（２≦ｎ≦１０、ｎは整数；Ｘ＝Ｃｌ又はＦ）
Ｙ−（Ｃ３Ｆ６Ｏ）ｍ−Ｙ（１０≦ｍ≦５０、ｍは整数；Ｙ＝Ｆ又は、パーフルオロアルキル基）
ＣＦ３Ｏ−［（Ｃ３Ｆ６Ｏ）ｌ−（ＣＦ２Ｏ）Ｋ］−ＣＦ３（１０≦ｌ＋Ｋ≦５０ ｌ、Ｋは整数）
ＣＦ３Ｏ−［（Ｃ２Ｆ４Ｏ）ｌ−（ＣＦ２Ｏ）Ｋ］−ＣＦ３（１０≦ｌ＋Ｋ≦５０ ｌ、Ｋは整数） The nonflammable property according to any one of claims 1 to 6, wherein the fluorine oil as the component (b) is any one of compounds represented by the following molecular formula or a mixture thereof. Release agent composition for plastic mold.
X— (CF 2 CFCl) n —X (2 ≦ n ≦ 10, n is an integer; X = Cl or F)
Y— (C 3 F 6 O) m —Y (10 ≦ m ≦ 50, m is an integer; Y = F or a perfluoroalkyl group)
CF 3 O - [(C 3 F 6 O) l - (CF 2 O) K] -CF 3 (10 ≦ l + K ≦ 50 l, K is an integer)
CF 3 O - [(C 2 F 4 O) l - (CF 2 O) K] -CF 3 (10 ≦ l + K ≦ 50 l, K is an integer)
２．００×１０−２〔Ｎ／ｍ〕以下になることを特徴とする、請求項１乃至７のいずれか１項に記載の非引火性プラスチックモールド用離型剤組成物。 The surface tension when the fluorosurfactant of the component (C) is added to the aqueous solution system is
The mold release agent composition for non-flammable plastic molds according to any one of claims 1 to 7, wherein the composition is 2.00 x 10-2 [N / m] or less.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005002700A JP2006188007A (en) | 2005-01-07 | 2005-01-07 | Mold release agent composition for plastic mold and parts using the same |
| US11/319,202 US20060172901A1 (en) | 2005-01-07 | 2005-12-28 | Release agent composition for plastic mold and component using the same |
| CNA2006100057791A CN1799805A (en) | 2005-01-07 | 2006-01-06 | Release agent composition for plastic molds and components using same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005002700A JP2006188007A (en) | 2005-01-07 | 2005-01-07 | Mold release agent composition for plastic mold and parts using the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2006188007A true JP2006188007A (en) | 2006-07-20 |
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ID=36757356
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005002700A Withdrawn JP2006188007A (en) | 2005-01-07 | 2005-01-07 | Mold release agent composition for plastic mold and parts using the same |
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| Country | Link |
|---|---|
| US (1) | US20060172901A1 (en) |
| JP (1) | JP2006188007A (en) |
| CN (1) | CN1799805A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013151648A (en) * | 2011-12-26 | 2013-08-08 | Agc Seimi Chemical Co Ltd | Mixed solvent and surface-treating agent |
| JP5840610B2 (en) * | 2010-07-09 | 2016-01-06 | Ａｇｃセイミケミカル株式会社 | Non-flammable solvents and surface treatment agents |
| CN106808623A (en) * | 2016-12-22 | 2017-06-09 | 上海星杜新材料科技有限公司 | The non-ignitable ultra-thin polyether-ether-ketone film parting agent special of 5 microns of thickness of high-efficiency environment friendly economy |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080315459A1 (en) * | 2007-06-21 | 2008-12-25 | 3M Innovative Properties Company | Articles and methods for replication of microstructures and nanofeatures |
| US20090041986A1 (en) * | 2007-06-21 | 2009-02-12 | 3M Innovative Properties Company | Method of making hierarchical articles |
| US20090114618A1 (en) * | 2007-06-21 | 2009-05-07 | 3M Innovative Properties Company | Method of making hierarchical articles |
| TW200901188A (en) * | 2007-06-22 | 2009-01-01 | Daxon Technology Inc | Method of making an optical disc |
| US7891636B2 (en) * | 2007-08-27 | 2011-02-22 | 3M Innovative Properties Company | Silicone mold and use thereof |
| CN101973094B (en) * | 2010-11-08 | 2013-07-03 | 大连三达奥克化学股份有限公司 | Aerosol can type plastic mold release agent and manufacturing method |
| EP2500009A1 (en) | 2011-03-17 | 2012-09-19 | 3M Innovative Properties Company | Dental ceramic article, process of production and use thereof |
| JP5932501B2 (en) * | 2012-06-06 | 2016-06-08 | キヤノン株式会社 | Curable composition and pattern forming method using the same |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5839311A (en) * | 1996-09-17 | 1998-11-24 | Minnesota Mining And Manufacturing Company | Composition to aid in the forming of metal |
| ITMI20030606A1 (en) * | 2003-03-27 | 2004-09-28 | Solvay Solexis Spa | PROCEDURE FOR PREPARING HYDROFLUOROETHERS. |
| US6953082B2 (en) * | 2003-12-16 | 2005-10-11 | 3M Innovative Properties Company | Hydrofluoroether as a heat-transfer fluid |
-
2005
- 2005-01-07 JP JP2005002700A patent/JP2006188007A/en not_active Withdrawn
- 2005-12-28 US US11/319,202 patent/US20060172901A1/en not_active Abandoned
-
2006
- 2006-01-06 CN CNA2006100057791A patent/CN1799805A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5840610B2 (en) * | 2010-07-09 | 2016-01-06 | Ａｇｃセイミケミカル株式会社 | Non-flammable solvents and surface treatment agents |
| JP2013151648A (en) * | 2011-12-26 | 2013-08-08 | Agc Seimi Chemical Co Ltd | Mixed solvent and surface-treating agent |
| CN106808623A (en) * | 2016-12-22 | 2017-06-09 | 上海星杜新材料科技有限公司 | The non-ignitable ultra-thin polyether-ether-ketone film parting agent special of 5 microns of thickness of high-efficiency environment friendly economy |
| CN106808623B (en) * | 2016-12-22 | 2018-12-07 | 上海星杜新材料科技有限公司 | 5 microns of thickness non-ignitable ultra-thin polyether-ether-ketone film parting agent specials of high-efficiency environment friendly economy |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1799805A (en) | 2006-07-12 |
| US20060172901A1 (en) | 2006-08-03 |
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